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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Pine Plains bed & breakfast

Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (307 reviews)
"Great stay"
United Kingdom
Katherine
The price is AED 950
AED 1,075 total
includes taxes & fees
28 Jun - 29 Jun
Inn at Pine Plains
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AED 637
AED 712 total
includes taxes & fees
7 Jul - 8 Jul
Wilder House Berkshires
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (424 reviews)
"Below average B&B"
United States
Larry
The price is AED 386
AED 444 total
includes taxes & fees
6 Jul - 7 Jul
Locust Tree Bed and Breakfast LLC
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (188 reviews)
"beautiful inn"
United States
Maura
The price is AED 519
AED 597 total
includes taxes & fees
29 Jun - 30 Jun
Blackberry River Inn
Aerial view

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (83 reviews)
"Excellent place and great host"
United States
Corrado
The price is AED 882
AED 997 total
includes taxes & fees
2 Jul - 3 Jul
Millbrook Country House Bed & Breakfast
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (118 reviews)
"The place is so authentic and beautiful, the owner is so kind and friendly, and we had really good experience "
United States
Tamir
The price is AED 716
AED 802 total
includes taxes & fees
28 Jun - 29 Jun
Changing Times Boutique Country Lodging
Front of property

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.6 out of 10, Good, (29 reviews)
"Nothing like what was advertised."
United States
John
The price is AED 518
AED 586 total
includes taxes & fees
1 Jul - 2 Jul
it's a good thing
Design House | Terrace/patio

Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (43 reviews)
"Good ambiance"
United States
reynaldi
The price is AED 818
AED 952 total
includes taxes & fees
30 Jun - 1 Jul
Kingston Carriage House
Exterior

Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (1 review)
"Nicole's renovation of this charming old farmhouse, both inside and outside, is a work of art and no doubt a labor of love.Clean rooms.Modern bathrooms.Beautiful property.Great breakfast.One caution: the staircase leading to the upstairs bedroom is probably unsuitable for older people. ."
United States
David Z.
The price is AED 441
AED 582 total
includes taxes & fees
29 Jun - 30 Jun
Hudson Pond · Hideaway King Suite · GF Breakfast
Exterior

Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (32 reviews)
"This place is a museum spotless."
United States
Kris A J.
The price is AED 551
AED 760 total
includes taxes & fees
6 Jul - 7 Jul
Private room on secluded 7 acres , access to entire house including patio, porch
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
8.8 out of 10, Excellent, (8 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is AED 972
AED 1,085 total
includes taxes & fees
15 Jul - 16 Jul
The Berkshire Mountain Inn
Exterior

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
8.2 out of 10, Very Good, (11 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is AED 624
AED 852 total
includes taxes & fees
28 Jun - 29 Jun
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is AED 514
AED 582 total
includes taxes & fees
7 Jul - 8 Jul
Jenny's Country Manor
Hiking

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (351 reviews)
"Very friendly staff and excellent breakfast."
United States
Charles
The price is AED 908
AED 1,027 total
includes taxes & fees
9 Jul - 10 Jul
Journey Inn Bed & Breakfast
Exterior

Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (2 reviews)
"Very cozy and inviting space. Host had prompt and clear communication. Overall great, Hope to come back with my dog!"
United States
Katharina A.
The price is AED 459
AED 603 total
includes taxes & fees
29 Jun - 30 Jun
Hudson Pond · Garden Queen Suite · GF Breakfast
Exterior

Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.6 out of 10, Excellent, (7 reviews)
"It is so great to be in the country with such great people as are host were..."
United States
Kim B.
The price is AED 523
AED 746 total
includes taxes & fees
28 Jun - 29 Jun
Omega Special 1860s farm house 3 miles away
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Plains Hotel Reviews

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent
"Very nice stay at the Holiday Inn Express in Lake Katrine, NY. Staff was very friendly and helpful. Room was nice and clean. We loved the complementary soap, shampoo and other sundries. Very convenient! Shower was consistently hot. Grind your own coffee 24/7 was the best. Continental breakfast was not bad and free. Location is close (within 15 minutes) of most attractions. This hotel is a winner!"
Denise 2-night trip
Posted 22 hours ago
Holiday Inn Express & Suites Kingston-Ulster by IHG

Frequently asked questions

Searching for B&Bs in Pine Plains?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your vacation. While you're enjoying your trip to Pine Plains, you might want to explore the theater scene by catching a show at The Stissing Center.
How do you know if a B&B is the right choice for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Pine Plains?
Below are some well-liked B&Bs in the area: Inn at Pine Plains: 8 rooms. 0.2 mi (0.3 km) from the heart of Pine Plains.Locust Tree Bed and Breakfast LLC: 7 rooms. 18.2 mi (29.2 km) from the downtown core. Wilder House Berkshires: 5 rooms. 17.7 mi (28.4 km) from the heart of downtown. Enjoy the free cooked breakfast and unique décor.
When should I book my B&B in Pine Plains?
When you're planning your getaway to Pine Plains, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Pine Plains?
When you want to spend some time in the great outdoors, Thompson Pond and Stissing Lake Park are some notable spots. You might put The Stissing Center and Pine Plains Library on your list if you want to see more of the area.
How can I get to and around Pine Plains?
Planning your excursions in and around Pine Plains is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 21.9 mi (35.3 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.